4,260

Wingdale, NY Homes

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  • 0 Cart Rd Unit KEYH6268558, Dover, NY 12522
    0 Cart Rd Unit KEYH6268558, Dover, NY 12522
    /2

    $119,000

    • Land
    • 13 Acres
    • $8,941 per Acre

    0 Cart Rd Unit KEYH6268558, Dover, NY 12522

    Nice wooded property with frontage on Cart Rd and 343. Ideal for camp or your hunting cabin. Beautiful view of the town. Priced to sell. 40+ acres also for sale, next to it.

    Graziano Tassone Tassone Realty Corp.

    0 Cart Rd Unit KEYH6268558, Dover, NY 12522
  • 3461 Pleasant Ridge Rd, Wingdale, NY 12594

    $320,000 Sold Jan 22, 2025

    • 1,260 Sq Ft
    • $254/SF
    • 22 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1930

    3461 Pleasant Ridge Rd, Wingdale, NY 12594

    Welcome to this delightful and well-maintained cottage, a perfect blend of character, comfort, and functionality. This home offers a welcoming retreat with all the warmth and charm of a classic country cottage.Some of the standout features of this property are the front light filled room that could be a sitting room, office or artist studio, the back enclosed porch offers additional flex

    Karla Rauch BHHS Hudson Valley Properties

    3461 Pleasant Ridge Rd, Wingdale, NY 12594
  • Lot 7 Brookview Rd, Dover, NY 12522
    Lot 7 Brookview Rd, Dover, NY 12522
    /2

    $99,900

    • Land
    • 3.30 Acres
    • $30,273 per Acre

    Lot 7 Brookview Rd, Dover, NY 12522

    Located approximately 6.5 miles from the Village of Millbrook. Trains to New York City are available only 3.3 miles away at the Metro North Station in Dover Plains. Picturesque Stone Brook traverses the property. Ideal for your weekend or year-round dream home. Board of Health Approved and no fill required.

    Robert D Ferris R. Ferris Real Estate, LLC

    Lot 7 Brookview Rd, Dover, NY 12522
  • 230 Dog Tail Corners Rd, Wingdale, NY 12594

    $340,000 Sold Jan 21, 2025

    • 1,296 Sq Ft
    • $262/SF
    • 58 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1941

    230 Dog Tail Corners Rd, Wingdale, NY 12594

    Here comes the sun! Light streaming into every room welcomes you to this cozy ranch. Walk through the beveled glass entry door to a spacious living room with gleaming hardwood floors. A renovated Kitchen includes maple cabinets, a serving bar with built in wine rack, corner carousels, granite counter tops, newer stainless steel appliances and a laundry closet with slop sink. A Family Room with

    Judy Albert BHHS Hudson Valley Properties

    230 Dog Tail Corners Rd, Wingdale, NY 12594
  • 0 Route 22 Unit ONEH6222664, Dover, NY 12594
    0 Route 22 Unit ONEH6222664, Dover, NY 12594
    /2

    $599,000

    • Land
    • 8 Acres
    • $74,875 per Acre

    0 Route 22 Unit ONEH6222664, Dover, NY 12594

    Raw Land - Located on Route 22 in Wingdale/Dover Plains. Approximately 8 acres. The Town of Dover is progressing with a comprehensive rezoning initiative to allow multifamily dwellings to be built OR commercial use buildings IE shopping centers or other uses. Available is survey, and several documents limited topo, tax map, ariels etc. Proposal of a large box store drawings available but not

    Lydia Nioras Commerce Properties

    0 Route 22 Unit ONEH6222664, Dover, NY 12594
  • 18 Christina Dr, Dover Plains, NY 12522

    $117,000 Sold Jan 11, 2025

    • 1,285 Sq Ft
    • $91/SF
    • 292 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2015

    18 Christina Dr, Dover Plains, NY 12522

    Bring your suitcase and call this house a home! Well maintained mobile home with numerous upgrades makes this a perfect getaway or permanent residence. Tally Ho Estates is an age 55+ community. New entry stairs lead to an updated, open Living Room/Dining Area/Kitchen including a functional island, custom cabinetry and as good as new appliances. A heated 4 season sunroom with cathedral ceilings

    Judy Albert BHHS Hudson Valley Properties

    18 Christina Dr, Dover Plains, NY 12522
  • 60 Long River Rd, Sherman, CT 06784
    60 Long River Rd, Sherman, CT 06784
    /2

    $1,195,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,675 Sq Ft

    60 Long River Rd, Sherman, CT 06784

    River Oaks Golf Course New Construction!! Sherman's best value. New construction 4 bedroom 4.5 bath colonial with open floorplan and 2 primary bedrooms. (main level and upper) Propane heat and Central Air. Composite decking. 9 Ft ceilings on the main level. 3 car attached garage. Hardwood floors throughout. Center island kitchen with large pantry and granite/quartz counters. All bedrooms have

    Joe Chemero Coldwell Banker Realty

    60 Long River Rd, Sherman, CT 06784
  • 152 Weil Rd, Wingdale, NY 12594

    $365,000 Sold Jan 10, 2025

    • 1,237 Sq Ft
    • $295/SF
    • 78 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1940

    152 Weil Rd, Wingdale, NY 12594

    This beautifully crafted Cottage nestled on 5.7 peaceful acres is more than just a home! The moment you step inside, the open concept design radiates warmth. The oversized windows flood the space with natural light creating a bright yet cozy atmosphere. In the living room you will find exquisite woodwork which adds a touch of comfortable rustic elegance to the space. The kitchen is both

    Vicki Reinach BHHS Hudson Valley Properties

    152 Weil Rd, Wingdale, NY 12594
    • 79 Wendy Dr, Poughquag, NY 12570
      79 Wendy Dr, Poughquag, NY 12570
      /2

      Est $508,731 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,050 Sq Ft

      79 Wendy Dr, Poughquag, NY 12570

      79 Wendy Dr, Poughquag, NY 12570
  • 41 Long River Rd, Sherman, CT 06784
    41 Long River Rd, Sherman, CT 06784
    41 Long River Rd, Sherman, CT 06784
    /38

    $938,500 New Construction

    • 3 Beds
    • 3 Baths
    • 3,500 Sq Ft

    41 Long River Rd, Sherman, CT 06784

    Fully customizable Scandinavian modern home with walkout finished lower level set on a sprawling 5.46 acre lot on Long River Rd in River Oaks Country Club, a private gated golf course community in Sherman, CT. You select exterior & interior colors, finishes, tile/stone, appliances, etc. 3 bd / 3 bath / 3,500 SF open-concept residence with main level primary, seamlessly connects kitchen (w/

    Donna Kennedy Keller Williams Realty

    41 Long River Rd, Sherman, CT 06784
  • 21 Hoyt Rd, Wingdale, NY 12594

    $475,000 Sold Jan 06, 2025

    • 1,127 Sq Ft
    • $421/SF
    • 27 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1966

    21 Hoyt Rd, Wingdale, NY 12594

    Welcome home to this hidden gem nestled in the valley. Proudly perched overlooking two acres of rolling lawns, play areas, and your own stream fed stocked private pond. The open living area floor plan is perfect for entertaining with three doors out to the majestic mountain views. The lower level with a walkout, no step, door to the driveway, features a family room, full bathroom, laundry room,

    Clayton Livingston McGrath Realty Inc

    21 Hoyt Rd, Wingdale, NY 12594
  • 175 Kent Rd, Kent, CT 06757
    175 Kent Rd, Kent, CT 06757
    175 Kent Rd, Kent, CT 06757
    /34

    $1,300,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 3,544 Sq Ft

    175 Kent Rd, Kent, CT 06757

    Secluded Country Estate with Modern Amenities Nestled on over 11 acres in the charming town of Kent, CT, this beautifully renovated country home, built in 2002, offers the perfect blend of rustic charm and contemporary elegance. The spacious interior boasts a newly renovated country kitchen, ideal for entertaining, and extensive renovations throughout, including new floors, fresh paint inside

    John Engel Douglas Elliman of Connecticut

    175 Kent Rd, Kent, CT 06757
  • 199 Highview Rd, Dover Plains, NY 12522

    $590,000 Sold Jan 04, 2025

    • 3,200 Sq Ft
    • $184/SF
    • 34 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1972

    199 Highview Rd, Dover Plains, NY 12522

    This beautifully renovated 4-bedroom, 3-bathroom home spans approximately 3,200 sq. ft. and was fully updated in 2020 with modern touches. All bathrooms and the kitchen were upgraded, featuring sleek quartz countertops. New water heaters, updated electrical systems, and most plumbing were also part of the renovation. The property offers a serene setting with a tennis court, a small pond, and

    Andurela Saljanin EXIT Realty Private Client

    199 Highview Rd, Dover Plains, NY 12522
  • 22 Riverdale Dr, Wingdale, NY 12594
    22 Riverdale Dr, Wingdale, NY 12594
    22 Riverdale Dr, Wingdale, NY 12594
    /39

    $449,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,610 Sq Ft

    22 Riverdale Dr, Wingdale, NY 12594

    Lovely raised ranch home. Large flat backyard for entertaining with a deck and an inground pool. Three bedroom, 1.5 bath. Living room has a lovely fireplace.Finished basement with pellet stove, family room and bar and laundry. Central A/C. Town water and sewer. Separate large shed for workshop/storage. NY Star savings $572.29 not included in taxes. A/O 6/18/25

    Dianna Ferrieri My Seasons Realty LLC

    22 Riverdale Dr, Wingdale, NY 12594
  • 59 Holly Hill Dr, Wingdale, NY 12594

    $385,000 Sold Jan 03, 2025

    • 1,640 Sq Ft
    • $235/SF
    • 36 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1995

    59 Holly Hill Dr, Wingdale, NY 12594

    Delightful Raised Ranch, the last home in Wood Winds, overlooking green space. This lovingly maintained home has mature plantings which create privacy, a detached one car garage & an attached garage, 3 bedrooms, 1 full and 1 half bath, a spacious living room, a large eat in kitchen with a built in corner dining area. The kitchen is open to the dining room which has sliders to the deck and a

    Gillian Stewart Gillian Stewart Real Estate

    59 Holly Hill Dr, Wingdale, NY 12594
  • 25 White Farm Rd, Wingdale, NY 12594
    25 White Farm Rd, Wingdale, NY 12594
    25 White Farm Rd, Wingdale, NY 12594
    /24

    $450,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,108 Sq Ft

    25 White Farm Rd, Wingdale, NY 12594

    Beautifully Updated Raised Ranch in Country Mill EstatesThis move-in ready home offers the perfect blend of comfort, charm, and convenience. Nestled in the serene neighborhood of Country Mill Estates, the property features a spacious front and back yard with mature shade trees and well-maintained flower beds, creating a welcoming outdoor space.Inside, you'll find a bright and open

    Jonathan Scarinzi Elyse Harney Real Estate

    25 White Farm Rd, Wingdale, NY 12594
  • 54 White Farm Rd, Wingdale, NY 12594

    $385,000 Sold Jan 02, 2025

    • 1,539 Sq Ft
    • $250/SF
    • 107 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2016

    54 White Farm Rd, Wingdale, NY 12594

    Nestled within the coveted Country Mill Estates of Wingdale, New York, lies this stunning raised ranch-style residence, a true gem within the community. Constructed in 2016, this home retains its youthful charm, being just under a decade old. Featuring three generously proportioned bedrooms and two bathrooms, it offers ample space for comfortable living.The allure of this property extends

    Ishwar Rameshar YourHomeSold Guaranteed Realty

    54 White Farm Rd, Wingdale, NY 12594
  • 45 Nicole Ln, Wingdale, NY 12594
    45 Nicole Ln, Wingdale, NY 12594
    45 Nicole Ln, Wingdale, NY 12594
    /23

    $429,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft

    45 Nicole Ln, Wingdale, NY 12594

    Experience the charm of this classic raised ranch, located in the suburban town of Wingdale, NY, within Dutchess County. This home offers 3 bedrooms and 2 full baths, including a private ensuite in the primary bedroom. The spacious kitchen flows into a separate dining and living room, with a fireplace, creating a warm and inviting atmosphere. Additionally, this home has a partially finished

    Gianna Schiavone Compass Greater NY, LLC

    45 Nicole Ln, Wingdale, NY 12594
  • 30 Maple Ln, Dover Plains, NY 12522

    $282,500 Sold Dec 27, 2024

    • 1,056 Sq Ft
    • $268/SF
    • 100 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1954

    30 Maple Ln, Dover Plains, NY 12522

    Greta home needs some TLC, four bedrooms, one bath home, great location , wonderful neighborhood close to town and the train, restaurants, Priced to sell Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Detached,

    Bill Flood Houlihan Lawrence Inc.

    30 Maple Ln, Dover Plains, NY 12522
  • 268 Lime Kiln Rd, Dover Plains, NY 12522
    268 Lime Kiln Rd, Dover Plains, NY 12522
    268 Lime Kiln Rd, Dover Plains, NY 12522
    /17

    $465,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,750 Sq Ft

    268 Lime Kiln Rd, Dover Plains, NY 12522

    Welcome to this beautifully maintained, newly built raised ranch sitting on one flat acre in a quiet country setting! Enjoy an open kitchen, dining and living room area perfect for entertaining with 2 full bathrooms upstairs. Downstairs is a finished bonus room with a half bath and a Lopi pellet stove. The laundry room is kept in closed closet doors next to the 2 car garage door with beautiful

    Jacqueline Redahan Century 21 Alliance Realty Grp

    268 Lime Kiln Rd, Dover Plains, NY 12522
  • 37 Ridgecrest Dr, Wingdale, NY 12594

    $575,000 Sold Dec 26, 2024

    • 2,556 Sq Ft
    • $225/SF
    • 101 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2005

    37 Ridgecrest Dr, Wingdale, NY 12594

    Picture Perfect Colonial located SMACK on the Cul-de-sac in Arlington Schools!!! This 2,600 sq ft Home offers 3 Bedrooms PLUS DEN and 2 1/2 Baths with Full Unfinished Walk-out Basement! Situated on 1.63 Acres this beautiful home was built in 2005 and Boasts an amazing layout. Featuring a stunning Updated Kitchen w/ SS Appliances, ample cabinets and Granite Counters, open to the LARGE Family Room

    Sharon Sheil Coldwell Banker Realty

    37 Ridgecrest Dr, Wingdale, NY 12594
  • 18 Johnson Rd, Wingdale, NY 12594
    18 Johnson Rd, Wingdale, NY 12594
    18 Johnson Rd, Wingdale, NY 12594
    /37

    $465,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,664 Sq Ft

    18 Johnson Rd, Wingdale, NY 12594

    Welcome to this beautifully maintained raised ranch nestled on a peaceful, neighborly street. This inviting home features an updated kitchen with modern cabinetry, countertops, and stainless steel appliances—perfect for cooking and entertaining. The bathrooms have been tastefully renovated with contemporary fixtures and stylish finishes, offering both comfort and functionality.Enjoy the spacious,

    Karen Gundelach Keller Williams Realty Partner

    18 Johnson Rd, Wingdale, NY 12594
  • 37 A Anderson Rd, Sherman, CT 06784

    $229,013 Sold Dec 20, 2024

    • Land
    • 5 Acres
    • $44,555 per Acre
    • 148 Days On Market

    37 A Anderson Rd, Sherman, CT 06784

    Privately tucked away on 5+ Acres-an exceptional opportunity awaits the savvy buyer to create their own personal retreat in the small town of Sherman. Fabulous Country Lane w/existing driveway to knoll area where old home current sits. Ease and proximity 5M to Metro North Train Station/5M to quaint small Town Center. Community Park w/Basketball, Tennis & Pickle Ball Courts, jogging path/Tow Boat

    Kathleen Harrison Coldwell Banker Realty

    37 A Anderson Rd, Sherman, CT 06784
  • 0 Cooperstown Rd Unit KEY854621, Dover, NY 12522
    0 Cooperstown Rd Unit KEY854621, Dover, NY 12522
    0 Cooperstown Rd Unit KEY854621, Dover, NY 12522
    /7

    $50,000 Pending

    • Land
    • 5.00 Acres
    • $10,000 per Acre

    0 Cooperstown Rd Unit KEY854621, Dover, NY 12522

    5 Acres of Serenity on Cooperstown Rd, Dover Plains, NY. Looking for the perfect escape to nature? This 5-acre wooded lot on Cooperstown Rd in Dover Plains, NY is the ideal place to build your tiny home getaway or create your own personal hunting paradise. The land features a bubbling brook at the front, providing soothing sounds and a serene atmosphere—just imagine waking up to that every

    Curtis Darragh Legacy Land & Homes LLC

    0 Cooperstown Rd Unit KEY854621, Dover, NY 12522
  • 6600 Route 55, Wingdale, NY 12594

    $240,000 Sold Dec 20, 2024

    • 1,548 Sq Ft
    • $155/SF
    • 111 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1945

    6600 Route 55, Wingdale, NY 12594

    *Highly Motivated Seller* This charming 3-bedroom, 2-bath home is ready for you to make it your own. The spacious downstairs offers endless possibilities, whether it’s a private retreat or a guest suite. The large kitchen is perfect for hosting family and friends, while the primary bedroom, tucked away from the others, includes a private bath for added privacy. A quaint foyer welcomes you

    Michelle DeKleine eXp Realty

    6600 Route 55, Wingdale, NY 12594
  • 41 Hillside Ave, Wingdale, NY 12594
    41 Hillside Ave, Wingdale, NY 12594
    41 Hillside Ave, Wingdale, NY 12594
    /27

    $399,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,844 Sq Ft

    41 Hillside Ave, Wingdale, NY 12594

    LET'S GO! Welcome to 41 Hillside Ave, a lovely 3 bedroom ranch styled home located directly in the middle of the charming Villages of Dover Plains and Pawling, in the quaint hamlet of Wingdale, with the conveniency of the Metro-North Train Station only a minute or two south on Route 22, as well as Boyce Park, the Dover Library, and Wingdale Elementary School literally a stone's throw away,

    Reid McGrath McGrath Realty Inc

    41 Hillside Ave, Wingdale, NY 12594
  • 27 Sycamore Blvd, Wingdale, NY 12594

    $336,000 Sold Dec 17, 2024

    • 1,036 Sq Ft
    • $324/SF
    • 22 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1994

    27 Sycamore Blvd, Wingdale, NY 12594

    Welcome to this 3 Bedroom,1 Bath, Raised Ranch with a 1 car garage and driveway, set on a Cul-de-Sac. Walk through sliding doors of the dining room to enjoy the outdoors on your deck. It’s close to parks, trails, stores, Rt 22, NY-55. Ride is about 5 minutes to MTA Metro North-Harlem Line. With some TLC and your personal touch, 27 Sycamore Blvd. can be your home sweet home :) Additional

    Vivian Morales Howard Hanna Rand Realty

    27 Sycamore Blvd, Wingdale, NY 12594
  • 6843 Route 55, Wingdale, NY 12594
    6843 Route 55, Wingdale, NY 12594
    6843 Route 55, Wingdale, NY 12594
    /34

    $795,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,952 Sq Ft

    6843 Route 55, Wingdale, NY 12594

    Serenity Hill is a hidden oasis. A long driveway winds through a broad meadow and then across a bridge over a rushing woodland stream. The homesite is elevated-a beautiful plateau that faces west towards the foothills of The Taconic Mountains. The classic farmhouse is set amid acres of rolling lawn. A rocking chair porch surrounds the house on three sides. The interior is designed as open plan

    David Turner Compass Greater NY, LLC

    6843 Route 55, Wingdale, NY 12594

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